Cheap Apartments for Rent in the Steeplechase Neighborhood of Winchester, VA from $400 (36 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Steeplechase area of Winchester.

property at 22 Peyton St

$900

Total Monthly Price

Total Monthly Price

Base Rent
$900

Total Monthly Price
$900

1 Bedroom, 1 Bath Home for Rent

Available Now

22 Peyton St

WinchesterVA22601
property at 515 N Loudoun St

$1,295

Total Monthly Price

Total Monthly Price

Base Rent
$1,295

Total Monthly Price
$1,295

1 Bedroom, 1 Bath Home for Rent

Available Now

515 N Loudoun St

WinchesterVA22601
property at 4 W Cork St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

1 Bedroom, 1 Bath Home for Rent

Available Now

4 W Cork St

WinchesterVA22601
property at 157 Brookland Terrace

$1,495

Total Monthly Price

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

2 Bedroom, 2 Bath Home for Rent

Available Now

157 Brookland Terrace

WinchesterVA22602

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Senseny Place
1 to 2 Bedroom Apartments

Senseny Place

1527 Senseny RdWinchester, VA 22602
Senior Living
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Burning Tree Apartments
1 to 2 Bedroom Apartments

Burning Tree Apartments

101 Williamson PlWinchester, VA 22602
  • Utilities Included
property at 307 S Kent St

$1,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,295

Total Monthly Price
$1,295

2 Bedroom, 1 Bath Townhome for Rent

Available Now

307 S Kent St

WinchesterVA22601
property at 203 Dodge Ave

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1 Bath Home for Rent

Available Now

203 Dodge Ave

WinchesterVA22602
property at 233 Kern St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

2 Bedroom, 1 Bath Townhome for Rent

Available Now

233 Kern St

WinchesterVA22601
property at 412 Diehl St

$1,375

Total Monthly Price

Total Monthly Price

Base Rent
$1,375

Total Monthly Price
$1,375

2 Bedroom, 1 Bath Home for Rent

Available Now

412 Diehl St

WinchesterVA22601

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

property at 108 Martin Dr

$1,390

Total Monthly Price

Total Monthly Price

Base Rent
$1,390

Total Monthly Price
$1,390

2 Bedroom, 1 Bath Home for Rent

Available Now

108 Martin Dr

WinchesterVA22602
property at 305 S Kent St

$1,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

2 Bedroom, 1 Bath Townhome for Rent

Available Oct 1

305 S Kent St

WinchesterVA22601
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Raleigh Court
2 Bedroom Apartments

Raleigh Court

1 Raleigh CtWinchester, VA 22601
  • Utilities Included
property at 204 E Whitlock Ave

$1,445

Total Monthly Price

Total Monthly Price

Base Rent
$1,445

Total Monthly Price
$1,445

2 Bedroom, 1 Bath Townhome for Rent

Available Now

204 E Whitlock Ave

WinchesterVA22601
property at 615 S Braddock St

$1,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

2 Bedroom, 1 Bath Townhome for Rent

Available Now

615 S Braddock St

WinchesterVA22601
property at 311 S Kent St

$1,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

2 Bedroom, 1 Bath Townhome for Rent

Available Now

311 S Kent St

WinchesterVA22601
property at 1016 Franklin St

$1,498

Total Monthly Price

Total Monthly Price

Base Rent
$1,498

Total Monthly Price
$1,498

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

1016 Franklin St

WinchesterVA22601
property at 1111 Franklin St

$1,499

Total Monthly Price

Total Monthly Price

Base Rent
$1,499

Total Monthly Price
$1,499

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

1111 Franklin St

WinchesterVA22601
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Woodstock Terrace
2 Bedroom Apartments

Woodstock Terrace

1016 Woodstock LnWinchester, VA 22601
Corporate Housing
  • Utilities Included

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

property at 21 S Stewart St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

21 S Stewart St

WinchesterVA22601
property at 24 E Pall Mall St

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

2 Bedroom, 1.5 Bath Home for Rent

Available Now

24 E Pall Mall St

WinchesterVA22601
property at 222 E Whitlock Ave

$1,550

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

3 Bedroom, 1 Bath Townhome for Rent

Available Now

222 E Whitlock Ave

WinchesterVA22601
property at 205 Little River Dr

$1,595

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,595

Total Monthly Price
$1,595

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

205 Little River Dr

WinchesterVA22602
property at 1001 S Cameron St

$1,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

3 Bedroom, 1 Bath Home for Rent

Available Now

1001 S Cameron St

WinchesterVA22601
property at 619 S Cameron St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Townhome for Rent

Available Now

619 S Cameron St

WinchesterVA22601
property at 346 Gray Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

3 Bedroom, 1 Bath Home for Rent

Available Now

346 Gray Ave

WinchesterVA22601
property at 8 W Monmouth St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

3 Bedroom, 1.5 Bath Townhome for Rent

Available Now

8 W Monmouth St

WinchesterVA22601
property at 30 W Germain St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Townhome for Rent

Available Now

30 W Germain St

WinchesterVA22601

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Steeplechase, Winchester, VA Local Guide

Cheapest Available Steeplechase Apartments for Rent

 

The cheapest available apartment rental in the Steeplechase area of Winchester, VA is a 2 Beds unit found at Preston Place priced from $1,469. Madison Village Apartments (Winchester) has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,550. Here are the most affordable Steeplechase apartments for rent in Winchester, VA:

Apartment ListingModel NameBed/BathPriced From
Preston Place2 Bedroom Townhome2BR,2BA$1,469
Madison Village Apartments (Winchester)1 bedroom1BR,1BA$1,550
The LocalThe Graduate1BR,1BA$1,700
Fort Collier Terrace2 Beds 1.5 Baths2BR,1BA$1,772

Best Value Apartments for Rent in Steeplechase, VA

As of July 10, 2026 the best value apartment in the Steeplechase area is the $1.44 price per square foot 21 N Braddock St Model at 21 N Braddock St in the in the Park Place neighborhood starting from $1,800. The second greatest value Steeplechase apartment is the 2 Bedroom Apartment Model at Preston Place starting at $1,472 with a $1.47 price per square foot in the Kernstown neighborhood. Here is today’s list of the best values for Steeplechase apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
21 N Braddock St21 N Braddock St2BR,1BA$1.44
Preston Place2 Bedroom Apartment2BR,2BA$1.47
Fort Collier Terrace2 Beds 1.5 Baths2BR,1.5BA$1.97
342 Fairmont Ave, Unit Apt 3342 Fairmont Ave2BR,1BA$2.47
Madison Village Apartments (Winchester)1 bedroom1BR,1BA$1.94
342 Fairmont Ave, Apt #8, Unit Comfortable In-Towner342 Fairmont Ave, Apt #81BR,1BA$2.65
The LocalThe Graduate1BR,1BA$2.79

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Steeplechase, Winchester, VA

Ranked #6

Among cities in Virginia for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Lifestyle Ratings

ApartmentHomeLiving brings you our detailed rental search system called 'Lifestyle ratings', composed of rentals in areas across the United States, including Winchester. Our Lifestyle Ratings help you zero-in on the perfect place to call home. This takes in many factors including our Star Ratings to compare for proximity to parks, luxury amenities, apartment complexes for the kids, raising pets, transit options, and more. These search options are in the site filters at the top of this page.

Frequently Asked Questions about Cheap Steeplechase Apartments

What is the price of a cheap apartment in Steeplechase?

The cheapest apartment in Steeplechase is Madison Village Apartments (Winchester) which is listed at $1,550, while the average apartment in Steeplechase costs $3,550.

What types of apartments are the cheapest in Steeplechase?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 10 regular apartments in Steeplechase that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Steeplechase?

Cheap apartments in Steeplechase have an average cost of $809 which is $2,741 cheaper than the average rent for all rentals in Steeplechase.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.